Synthesis of 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by palladium acetate?

Organic & Biomolecular Chemistry Pub Date: 2017-11-22 DOI: 10.1039/C7OB02566A

Abstract

A method to synthesize 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by Pd(OAc)2 in the presence of K2S2O8 and TfOH has been developed. The desired products were obtained in moderate to excellent yields. This approach provides a facile procedure to prepare benzoxazoles with available substrates. It is found that TfOH is the key factor for this cyclization reaction. A plausible mechanism of the reaction is proposed according to the control reactions and the literature.

Graphical abstract: Synthesis of 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by palladium acetate
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